Hotels near Theater of the Sea, Islamorada

Welcome to Cheeca Lodge & SpaTurquoise water. Towering palms. Calm breezes. Imagine yourself whisked away to a tropical paradise where you indulge in mind, body, and spirit, as you rediscover an oasis called Cheeca Lodge & Spa. Romantic, serene, and dynamic, our Florida Keys Islamorada resort is a standard of excellence achieved by few. Be swept away by the casual elegance emanating from every detail and settle into the laid-back lifestyle of Islamorada.Stay in the Sportfishing Capital of the WorldLocated in the Sportfishing Capital of the World, Cheeca Lodge is a premier destination for serious anglers. Charter a boat and find over 500 species of fish within minutes from shore. The casual fisherman can cast a line from the end of our 525-foot pier – the longest in the Keys. A host of other activities can be found at our Islamorada luxury resort, including snorkeling, sea kayaking, bicycling, and scuba diving. Between activities, enjoy first-class dining at one of our three restaurants: Atlantic’s Edge, Mia Cucina, or Nikai Sushi.

Located in prestigious Venetian Shores Islamorada's premier waterfront community! This home was completely remodeled.... everything is tasteful, high quality, spotless and NEW!! HI SPEED WIFI and NetFlix is INCLUDED! Luxury heated pool / spa! Surrounded by a spectacular Dominican coral paver deck that does not get hot and has superior non skid properties! 20K Insane resort quality landscape lighting package installed in 2021. The home sits on a huge 70 x 100 foot lot (almost a 1/4 acre) on a crystal clear deep water canal just off world famous Snake Creek which takes you to the Atlantic and beautiful Florida Bay in just minutes. A one of a kind professionally designed lush tropical keys landscape creates an ambiance that you will enjoy and never leave as it gives you the feeling of having your own private resort all to yourself. Custom made and extremely comfortable Adirondack chairs and chaise lounges, hammocks and tiki torches are there to create the ultimate relaxing environment for your and your family to enjoy while creating memories to last a lifetime. Unlimited use of a high end Hobie Odyssey Kayak is included as are two cruiser style bicycles to keep you active. One of my favorite amenities and it will be yours too is the fabulous outdoor shower with hot and cold water. We use this shower after a fishing trip or when we get back from the Sandbar. The home is truly the ultimate in Tropical living. Downstairs you will find a gourmet Kitchen Aid kitchen with all the accessories including a Keurig coffee maker and all the kitchen utensils and accessories that you need to provide gourmet meals including a great selection of quality spices. A modern smart TV with Netflix and a Sonos stereo system will suit even the most discriminating visitors. A 2015 King size bed and two very nice bunk beds provide sleeping comfort for up to 4 guests in the lower level. The living room opens up to the tropical outdoor environment through 2 sets of hurricane impact sliding glass doors. Upstairs you will find a gorgeous 2 bedroom suite with Acacia hardwood flooring. Smart TV's with Netflix and Sonos is also available upstairs and downstairs. Another set of expansive sliding glass doors open up to the veranda where you can sit and soak in what is going on outside or wave at the boats going by. The upstairs master boasts a 2015 Luxury King size bed with sliding doors to the second floor balcony will have you waking up to beautiful sunrises every morning while sitting in the custom lifeguard chairs. The second bedroom has 2 Twin XL beds which are big enough for adults to sleep in comfort. I know you will really enjoy my home and the extra surprises that I provide which I don’t even mention here but you will not forget and appreciate. I include papper towels, soap, shampoo, dish washing liquid, laundry detergent, coffee, sugar, spices, ice maker and much more that other rentals do not. My goal is not to be the least expensive but to be the best value in Islamorada for a vacation rental. I look forward to hosting you very soon. Only 1 vessel on property or dock at any given time.About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:No more than one boat docked or on property at any given time unless authorized and approved in writing by the owner..No parking of boat trailer on street it must be parked on the property in the designated area. It will get towed.,No more than 10 people on property at any given time. This includes guests and visitors and anyone else..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.

Welcome to Paradise Cottage!!This downstairs portion of a dual family dwelling is fully renovated a 1/1 cottage with breathtaking oceanfront views. Sleeps four comfortably. Private bedroom with queen bed. Living room has two full size futons.New kitchen with all stainless steel appliances. Very cozy and great views to enjoy in your dream vacation. Amenities provided are kayaks, bicycles, grills, boat ramp and boat dockage for your use with no extra fees. Private boat dock and convenient boat ramp. Amenities for your boat includes water and electricity(only 110volts) by the dock, brush and soap, extra fenders, and a small freezer for bait and ice. Trailer parking is available on our acre and a quarter property. The ramp and dock use are part of the rental amenities!Relax and enjoy ocean views and gorgeous sunsets from the comfort of our multiple loungers. Plenty of parking for all of your toys in my acre and a quarter property(boat, trailer, car, etc). BBQ areas with plenty of seating and a separate picnic table perfect for lunch and snack time. Bath towelsBed linensHair dryerWifiCable TV in living room and bedroom. Washer and dryerAll appliances in kitchenCoffee maker (K-cup and drip )ToasterBlenderPots and pansClose to all attractions and best restaurants. Those who want to charter a fishing captain upon request please contact Captain Avila or other captains from Whahoo Marina.About pets:Pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Children must be supervised by parents at all time.About customRules:Please leave everything as I turn in to the renters..About smoking:Smoking is not permitted.About events:No events allowed.

With a stay at Sunset Inn in Islamorada (Matecumbe), you'll be a 5-minute walk from Islamorada Brewery & Distillery and 8 minutes by foot from Keys History & Discovery Center. This hotel is 0.5 mi (0.9 km) from Matecumbe United Methodist Church and 0.8 mi (1.3 km) from History of Diving Museum. Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. Additional features at this hotel include complimentary wireless internet access, a picnic area, and barbecue grills. Featured amenities include luggage storage and a safe deposit box at the front desk. Free self parking is available onsite. Make yourself at home in one of the 30 air-conditioned rooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and bidets. Conveniences include laptop-compatible safes and coffee/tea makers, and housekeeping is provided daily.

This beautiful villa is located in the exclusive oceanfront gated community of Angler's Reef in Islamorada at Mile Marker 84 and has access to one of the few privately owned boat slips. The homes boat slip is available for rent for an additional $350/week, paid after booking and gives you access to the deep water channel right in front of the community. The marina is capable of accommodating boats up to 31' in total length.Angler's reef is a luxury retreat resort framed by mangroves and the clear waters of the Atlantic ocean. The detached villas are set along quaint streets and walking paths, where nothing is more than a few steps from your front door.The community amenities include a heated pool with outdoor bathrooms. Chaise lounge chairs and tables to sun and relax overlooking the beautiful blue waters of the Atlantic Ocean. There are two private beaches just a few short steps from every home that flank the marina and the privately owned boat slip which is available for rent. One beach has water access to launch a kayak or paddle board, which are provided, and the other beach is nestled among the protected mangroves where you can watch the gorgeous sunrise while sitting in an adirondack chair with your morning coffee. The lush landscape surrounds you with amazing palm trees, beautiful bougainvillea and some of the most colorful and gorgeous tropical foliage that only the Florida Keys can offer. The quiet gated community is ideal for families with kids of all ages as there is no road traffic. Built in 2007, this villa is one of the larger exterior units and has 2 bedrooms located on the 2nd floor, both with private bathrooms. The 1st floor offers a wide open layout with a duel peninsula kitchen centered between dining and living rooms with french doors opening to the back patio. The house has many upgrades, such as stainless appliances, granite counters, rich hardwood floors, crown molding, 3 flat screen TVs, cable & WiFi.The Islamorada area is world famous for sport fishing and Angler's Reef has deep water boat docks perfectly poised for any aquatic excursion.** Fully licensed by the Village of Islamorada for Vacation Rentals, license # 25-0183. The surrounding area has some of the best restaurants in the keys. Such as Lazy Days, Ziggie & Mad Dogs and Chef Michaels- just to name a few. The local watersports are endless and include all types of fishing from charters and boat rentals to jet skiing, paddle boarding, kayaking, and kite surfing.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Beautiful 4-bedroom, 3.5 bath home in Angler's Reef. Located at MM85, this tastefully decorated, open floor plan features a newly renovated gourmet kitchen including all of the amenities you’ll need for a perfect stay – updated appliances, quartz countertops and breakfast bar. Enjoy viewing some of the local artwork as you stroll throughout the home. We pride our home for hosting large groups and the newly added large sectional pulls out as additional sleeping space. A queen bedroom with en-suite bathroom is conveniently located on the first floor. There is also a stylish powder bathroom on the first floor off the kitchen and living area. The 8-person dining table is a perfect space to play cards and enjoy meals with your friends and family, while the kitchen island seats 5 people. A console table off the kitchen offers all the essential openers, koozies, martini shaker and plenty of games for a fun vacation! The porch off the family room offers ocean views, 2 comfortable chairs w/side table, an outdoor dining table seating 4-people and a grill. The second floor includes 3 bedrooms. Upstairs, the master bedroom features a four-poster king bed, en-suite bathroom with double sinks and an updated shower with bench. The master bedroom opens up to its own private covered porch with spectacular views of the ocean, 2 sofa lounge and 3 club chairs. The two upstairs bedrooms offer queen beds with a partial ocean view. There’s a full bathroom located between these two rooms. You’ll conveniently find a laundry closet with washer and dryer in the upstairs hallway that also offers a steamer and iron. All bedrooms include TV’s and wireless internet service provided. This rental includes boat slip #14, which can accommodate boats up to 31 feet in length. Angler’s Reef is a wonderfully maintained and gated community in Islamorada, the fishing capital of the world. In Islamorada you can swim with dolphins, go dive the reefs, sport fish or just simply enjoy the salt-water life and great restaurants.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

2 bedrooms, 2 full bathrooms, 1 half bathroom, sleeps 6This lovely oceanfront home is at Mile Marker 85 in exclusive Angler's Reef - 52 homes . Quaint streets & walking paths wind through this village-styled retreat. Enjoy a drink in the lushly landscaped pool area overlooking the ocean or on the 500' of stunning private beach. Protected deep water marina (slip available at additional cost) with a deep channel out to the Atlantic. Single and tandem kayaks as well as Stand up Paddleboards available for your use. Launch kayak from the private beach and try your luck at Islamorada's famed bone fishing in the flats right out front. Brand new in 2008, this home is fully equipped. Tile showers, Stainless appliances, granite kitchen counters, 3 Flat Screen TVs, & more! Islamorada is the 'The Fishing Capital of the World' Great fishing in the gulf or ocean side. There are plenty of guides you can hook up with, as well as 'head boats' where you can walk on for a reasonable cost and fish the reef (just a few miles offshore). Bring your own boat or charter with a guide. Try your luck fishing right out front for bonefish, permit & barracuda on the flats. Or check out the mangroves for snapper and snook. Enjoy the views of the turquoise waters; swim in the large heated pool or just relax in the surrounding lush garden area overlooking the Atlantic; take a quiet stroll through the complex; take in some sun on the private beach. Restaurants: a short walk north is Hog Heaven (a night spot) and the Island Grill; a few miles south is upscale Pierre's on the Gulf and the more casual Islamorada Fishery next door (both are next to Worldwide Sportsman for fishing tackle, clothing, and a large indoor aquarium); also a few miles south is Holiday Isle, the Green Turtle Inn & many more eateries. Some other favorites are Ziggys and Maddogs, Morada Bay, Marker 88 and the famous Cheeca Lodge.Attractions: Theater of the Sea is about 1/2 mile south. Founders Park is just a mile or two north. Feed the Tarpon at Robbies, Boat and Wave Runners rentals within walking distance.We have a second home available in Anglers Reef listing number 4208345. Saturday to Saturday rentals preferred and other options only considered off season. Islamorada Rental License VR-217About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.

Boat slip #13 is included in this rental.Ocean view property in the Village of Islamorada located in the Florida Keys at Mile Marker 85. The property is in a gated community filled with quaint streets and walking paths throughout the perfectly manicured grounds. A heated/cooled pool cascading over a 52' beach front property overlooking the Atlantic Ocean. Enjoy the convenience of having your private dock for a 31' boat with electricity and water included. Boat slip #13 is just steps away from a refreshing dip in the pool.This home features high ceilings both upstairs and down and an open floor plan on the first floor. The kitchen is well-equipped with granite counters, stainless steel appliances and adjoins a comfortable dining area and living room. The dining area includes bar seating for two and a dining table for four and the living room is equipped with a sectional sofa with a pull-out-bed, an accent chair, coffee table and a flat screen. Hardwood floors throughout. The master suite upstairs features a king size bed, flat screen tv and a private bathroom with a walk-in shower. Additionally, the master suite has a private balcony. The guest suite features one queen bed, a pull-out sofa, closet, private bathroom with walk-in-shower and a private balcony. A stacked washer and dryer are located on the second floor for the guest's convenience.Note: I also have a 4-bedroom rental home with a boat dock included on the front row just across from the pool with a full view of the ocean. VRBO Listing 359378About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 6.

Bayside is a first floor apartment overlooking the water. Bayside is located on a small resort property nestled in a native hammock on Florida Bay. An easy 90 minute drive from Miami International Airport, this property is located in the heart of Islamorada, directly on Florida Bay. Bayside is fully air conditioned and there are ceiling fans throughout. The kitchen is modern and equipped with all the necessary appliances. The property is a nature lovers dream with resident fish, lobster, an octopus and an occasional manatee in the marina, iguanas that sun themselves by the boat basin and pelicans, egrets and osprey that fly in for periodic visits. Our boat basin can accommodate boats up to 26 feet in length and dockage is included in the rental.The property is private and secluded, away from traffic and noise, yet is convenient to many of the best restaurants and attractions in the Keys. A variety of shopping is nearby. Sunsets over the water of Florida Bay are breathtaking. Well behaved pets are welcome, please inquire.Bayside has a master bedroom with a king size bed and it's own bathroom. There is a second bath. There is a new queen size Murphy bed in the living room. The living room and dining area are bright and sunny. The kitchen is fully equipped with oven, range and microwave, dishwasher, icemaker, coffee pot, blender, dishes and pots and pans. A barbecue is provided to grill your fresh catch. The entertainment center has a TV with cable services, a DVD player, and stereo should it rain one afternoon. A clothes washer and dryer are provided. The marina has electric service and water, and has automatic lights at night.A boat ramp is available for boats up to 20 feet. Trailer parking is included for one boat trailer. Dockage for 1 boat 26 feet or lessparking for 2 cars included in the rental is admission to the Islamorada Founders Park, just a short drive north to Plantation Key where you will find an olympic size pool, tennis, ball fields, and other amenities.You're minutes away from the best back country (bonefish, tarpon, permit, snook, redfish), blue water (sailfish, dolphin, wahoo, cobia) and reef fishing (grouper, snapper, yellowtail) in the entire Florida Keys. Fishing off of our jetty in the evening is a lot of fun for the kids. Magnificent snorkeling and scuba diving sites abound in the local area. A wide range of boating activities are available year round since our area of the bay is well protected. Sea Kayaking and canoeing along our shoreline is popular. Of course water skiing and knee-boarding are a hit with the kids. Local shopping for clothing, souvenirs, and fishing and boating needs is plentiful. Grocery stores are convenient. There are several local attractions if you need a day out of the sun and there are several . Key West is a day-trip away.Bayside is an unique place, and the people who visit, both owners and guests, feel very special about the property. The privacy is wonderful, the accommodations are new and clean, the property peaceful, and the access to the fishing is the best in the Keys, indisputably. We hope you will also find it as special as have we, and will add your name to the growing list who return to enjoy the most gorgeous sunsets and the best fishing and diving in the world.Bayside generally rents for 1 week intervals, from Saturday to Saturday. If Bayside is what you are looking for, please contact us and to reserve the dates. The reservation will be confirmed upon receiving a check for $500.00. The balance of the rental costs including tax (12.5%) are due 8 weeks before arrival.About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).About checkOut:Check out before 9:00 AM.About children:Children allowed: ages 0-17.About customRules:Rental fee includes 4 persons. There is room for 2 additional guests at the specified fee..About checkIn:Check in after 5:00 PM.About smoking:Smoking is not permitted.No smoking inside the unit.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Private, secluded villa faces Florida Bay in view of the fabulous Everglades. Located in a lush tropical hammock in a quiet residential area (rare), the villa is approx. 50 feet from the water. The property contains a wading beach and a free marina with night lights, power and water.The villa itself comes with a fully-equipped kitchen, washer and dryer, linens, queen and king beds, Cable TV, VCR, and a Florida room for dining. Windows in the living room and bedroom cover two thirds of the wall giving the feeling of the outdoors being in during the day and easy open/close window coverings provide privacy at night. This is a small house, near the water, no high-rise, no canal, and no density of people problem. This is a laid-back atmosphere for those who desire it.Located on Upper Matecumbe Key, the "downtown" area of Islamorada, the property is quiet and hidden. Boats up to 25' are secure in our protected marina. Most trailers are able to launch from the property but a few extra-wide may have to use nearby launching places. There is trailer parking on the property as well as two parking places per unit. There are seven units on the property.Free use of the village park(tennis, pickle ball, beach, pool, and dog park) is provided to guests. There are three state parks in the Islamorada area and the owner will provide passes. You are within walking distance to the best restaurants, shopping, and attractions. Free electric "taxis" are able to take you anywhere in town. Grocery, fishing and boating supplies are conveniently close. Islamorada proudly calls itself the 'Fishing Capital of the World' and fishermen love us!Located close to the best backcountry fishing on the edge of the Everglades, we are also able to easily access reef and blue water fishing. Our immediate bay provides fun catching tarpon and easy fishing on our seawall at night is a guest favorite. Owner has names of boat rental places and guides for all types of fishing and snorkeling. Next door to us is Back Country Cowboy. They rent kayaks, canoes, paddle boards, as well as bicycles. our bay is the perfect, protected area for all water activities. Oceanside, we have some of the best snorkeling and scuba areas in the Keys!There's never a dull moment at our marina. We have an Osprey nest nearby. If you clean fish, you'll have lots of bird friends. Other visitors are manatees, octopi, and nurse sharks.This property is treasured by guests and owners alike. The privacy is wonderful, the property peaceful, and the villas kept clean and updated. Most of our guests come year after year. Some have met friends one year and make the same dates together the next year. The size of the property is perfect- not too big, just right.Three or four years ago, Fox News had a "US Best Sunsets" contest. Someone submitted one of our guest's pictures and we recognized it! "Our sunset" won over thousands submitted. Come and enjoy the best The Keys has to offer. Best location, best property, best fishing, and the best sunsets.About pets:Pets allowed: dogs and cats less than 50 lbs per pet (limit 2 pets total).Under 60 lbs. Absent owner, pet crated..About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 3-17.Walk in water area, fishing on seawall at night..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.